Anti-foaming compositions and cleaning compositions containing them

ABSTRACT

A SYNERGISTIC ANTI-FORMING COMPOSITION CONSISTING OF A MIXTURE OF (A) A REACTION PRODUCT OF ETHYLENEDIAMINE WITH ETHYLENE OXIDE AND PROPYLENE OXIDE IN ANY SEQUENCE, HAVING A TURBIDITY POINT OF FROM 10* C. TO 35* C., AND (B) A FATTY COMPONENT SELECTED FROM THE GROUP CONSISTING OF FATTY ALCOHOLS VAVING 12 TO 18 CARBON ATOMS AND WATERINSOLUBLE REACTION PRODUCTS THEREOF WITH ETHYLENE OXIDE; SAID COMPONENTS (A) AND (B) BEING PRESENT IN A PROPORTION BY WEIGHT SELECTED FROM THE GROUP CONSISTING OF 5:1 TO 20:1 AND 1:5 TO 1:20, AS WELL AS AQUEOUS CLEANING COMPOSITIONS CONTAINING FROM 0.1 TO 1GM. PER LITER OF SAID ANTI-FOAMING COMPOSITION.

United States Patent 3,696,057 ANTI-FOAMING COMPOSITIONS AND CLEANINGCOMPOSITIONS CONTAINING THEM Hans-Joachim Schussler,Dusseldorf-Holthausen, and Rolf Scharf, Monheim, Germany, assignors toHenkel & Cie G.m.b.H., Dusseldorf-Holthausen, Germany No Drawing. FiledAug. 20, 1970, Ser. No. 65,721 Claims priority, application Germany,Sept. 3, 1969, P 19 44 569.3 Int. Cl. Clld 7/18 US. Cl. 252-544 10Claims ABSTRACT OF THE DISCLOSURE A synergistic anti-foaming compositionconsisting of a mixture of (a) a reaction product of ethylenediaminewith ethylene oxide and propylene oxide in any sequence, having aturbidity point of from 10 C. to 35 C., and (b) a fatty componentselected from the group consisting of fatty alcohols having 12 to 18carbon atoms and waterinsoluble reaction products thereof with ethyleneoxide; said components (a) and (b) being present in a proportion byweight selected from the group consisting of :1 to 20:1 and 1:5 to 1:20,as well as aqueous cleaning compositions containing from 0.1 to 1 gm.per liter of said anti-foaming composition.

THE PRIOR ART In many cases it is desirable for the aqueous solutions ofcleaning compositions to have a strong cleaning action and a low foamingpower. For a long time, therefore, poorly foaming wetting agentsespecially nonionic Wetting agents have been used, provided that thecleaning effect is sufficient. However, it is often still necessary touse additional anti-foaming compositions. This applies particularly tothe industrial cleaning of rigid surfaces such as metal, glass andceramics in automatic cleaning plants. In the cleaning of bottlesespecially, very large throughputs take place within short periods, anddevelopment tends increasingly to shorten the treatment time. Thedemands on the cleaning power of the solutions are constantly increasedsimultaneously with the demands on the anti-foaming substances, sincethe baths readily tend to form foam, not only from the ingredientstherein but especially through the impurities which have been introducedinto the cleaning bath. The best cleaning action, however, cannot beused in practice if, at the same time, the development of foam has notbeen sufliciently suppressed. Therefore, it is in many cases desirableto improve further the anti-foaming action.

OBJECTS OF THE INVENTION An object of the invention is to develop ananti-foaming composition which is stable in strongly alkaline solutionsand suppresses foam in the use of cleaning baths.

Another object of the invention is to develop a synergistic anti-foamingcomposition consisting of a mixture of (a) a reaction product ofethylenediamine with ethylene oxide and propylene oxide in any sequence,having a turbidity point of from C. to 35 C., and (b) a fatty componentselected from the group consisting of fatty alcohols having 12 to 18carbon atoms and water-insoluble reaction products thereof with ethyleneoxide;

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said components (a) and (b) being present in a proportion by weightselected from the group consisting of 5:1 to 20:1 and 1:5 to 1:20.

A further object of the invention is to develop an aqueous cleaningcomposition containing customary washing ingredients and from 0.1 to 1gm. per liter of a synergistic anti-foaming composition consisting of amixture of (a) a reaction product of ethylenediamine with ethylene oxideand propylene oxide in any sequence, having a turbidity point of from 10C. to 35 C., and (b) a fatty component selected from the groupconsisting of fatty alcohols having 12 to 18 carbon atoms andwater-insoluble reaction products thereof with ethylene oxide; saidcomponents (a) and (b) being present in a proportion by weight selectedfrom the group consisting of 5:1 to 20:1 and 1:5 to 1:20.

A yet further object of the invention is the development of a method forsuppressing foam in strongly foaming aqueous cleaning compositions whichcomprises agitating a strongly foaming aqueous cleaning composition andadding thereto from 0.1 to 1 gm. per liter of a synergistic anti-foamingcomposition consisting of a mixture of (a) a reaction product ofethylenediamine with ethylene oxide and propylene oxide in any sequence,having a turbidity point of from 10 C. to 35 C., and (b) a fattycomponent selected from the group consisting of fatty alcohols having 12to 18 carbon atoms and Water-insoluble reaction products thereof withethylene oxide; said components (a) and (b) being present in aproportion by weight selected from the group consisting of 5:1 to 20: 1and 1:5 to 1:20.

These and other objects of the invention will become more apparent asthe description thereof proceeds.

DESCRIPTION OF THE INVENTION The present invention provides synergisticfoam-inhibiting additives and a cleaning composition having saidfoam-inhibiting additives, comprising an anti-foaming composition amixture of (a) A reaction product of ethylenediamine with ethylene oxideand propylene oxide in any sequence, and which has a turbidity point inthe region of 10 to 35 C., and

(b) A fatty alcohol having 1 to 18 carbon atoms or water-insolublereaction product thereof with ethylene oxide, wherein the saidcomponents (a) and (b) are present in a proportion by weight of 5 :1 to20:1, or 1:5 to 1:20, respectively.

In the utilization of the reaction products of the ethylenediarnine withethylene oxide and propylene oxide or propylene oxide and ethyleneoxide, it is essential for the turbidity point to lie within theindicated range. Preferably, the turbidity point should lie within therange of 15 to 32 C. The respective turbidity point is found by slowlyheating a 1% solution of the compound in question and observing thefirst easily optically recognizable turbidity. The turbidity pointsindicated relate to pure solutions of the substances in question. Theturbidity point is altered by the addition of other foreign substances.

In the following table the turbidity points of some characteristiccompounds are given. The abbreviations ED for ethylene oxide and PO forpropylene oxide have been used. The statement ethylenediamine +30 E0 +60PO.

means that 30 mols of ethylene oxide and after this 60 mols of propyleneoxide have been added on per mol of ethylenediamine. Since the additiontakes place statisti- TABLE A Ethylene dlamlne+30 E+60 PO"Ethylenedlamtne+30 EO+87 P0..- Ethylenedlamlne-l-iil) E0+118 PO-,Ethylenedtmatne+40 EO+78 PO... Ethyleuedtamine-lto EO+102 P0..Ethylenedlamlne+40 EO+128 PO Ethylenedlam1ne+45 EO+99 P0.Ethylenedlamlne+46 EO+131 P0..

Ethylenedlamtne+52 PO+8 EO Ethylenedlam1ne+52 PO+18 E0-.-

a. r-u- 0o automates-m It can be seen from the table that, in order toattain the given turbidity point, generally the ratio of ethylene oxide:propylene oxide lies in the range of 1:2 to 1:4 and the ratio ofpropylene oxide: ethylene oxide lies in the range of 3:1 to 6.5 1. Inthe given ratios, in each case the alkylene oxide first mentioned isthat which was added on first.

Certain gradual dilferences exist in the case of the individualproducts. A reaction product of ethylenediamine with about 30 mols ofethylene oxide and about 60 mols of propylene oxide has provedespecially suitable.

Suitable fatty alcohols are especially dodecyl, tetradecyl, hexadecyl,octadecyl and oleyl alcohols. The waterinsoluble products of ethyleneoxide with the said fatty alcohols contain in general not more than 4mols, preferably 1 to 2 mols, of ethylene oxide per mol of fattyalcohol. Generically, the second component of the synergisticanti-foaming composition of the invention is a waterinsoluble compoundhaving the formula wherein R is a fatty radical having from 12 to 18carbon atoms selected from the group consisting of alkyl, alkenyl andalkadienyl, and n is an integer from 0 to 4, preferably from 0 to 2. Thereaction product of oleyl alcohol with 2 mols of ethylene oxide hasproved especially suitable.

In order to attain an increased anti-foaming effect it is essential forthe reaction products of the ethylenediamine and ethylene oxide andpropylene oxide or propylene oxide and ethylene oxide on the one hand,and fatty alcohols or their water-insoluble reaction products withethylene oxide on the other hand to be present in the given relativeproportions of 5:1 to 20:1 and 1:5 to 1:20 respectively. A synergisticetfect is in fact only obtained in the given ranges. It varies from caseto case whether the fatty alcohols or their derivatives or thederivatives of the ethylenediamine should be present in excess. If thisis not individually indicated in the present application, it can easilybe found by a simple experiment. To some case, a synergistic effectoccurs with an excess of either one or the other anti-foamingcomposition. In the other ranges, especially when there are equal partsof the two anti-foaming compositions, no synergistic or even a negativeefiect is obtained.

Preferred for the anti-foaming compositions of the invention aremixtures of (a) a reaction product of ethylenediamine with about 30 molsof ethylene oxide and about 60 mols of propylene oxide and (b) areaction product of oleyl alcohol with 2 mols of ethylene oxide, in aweight ratio of 18:1 to 5:1. When fatty alcohols are employed ascomponent (b) it is usually preferable to utilize them in excess in aweight ratio of component (a) to component (b) of 1:5 to 1:18.

The cleaning compositions may contain the usual wetting agentcomponents, especially anionic wetting agents, particularly the sulfatesand sulfonates, such as alkyl sulfates, alkyl sulfonates, alkylbenzenesulfonates and nonionic wetting agents such as the polyglycol ethers,which are obtained by addition of ethylene oxide to fatty alcohols,fatty amines and carboxylic acid amides. Other customary washingcompounds are suitable, for example builders and complex-formers such asorthophosphates, polymeric phosphates, silicates, soda ash, potash,gluconates and other complex-forming compounds known as themselves ascleaning substances, such as nitrilo-triacetic acid,ethylenediaminetetraacetic acid or l-hydroxy-alkane- 1,1-diphosphonicacids. The compositions may further contain caustic alkalis such ascaustic potash and caustic soda in considerable amounts, especially whenthey are used for cleaning bottles.

The said substances may be present in the cleaning compositions in theusual concentrations. The concentration of the anti-foaming agentmixture amounts to 0.1 to 1 gm. per liter, based on the solution used.

The new anti-foaming compositions have the advantage of a furtherreduced foam formation together with a stability against alkalis which,especially in the case of industrial cleaners and preferably bottlecleaning compositions, enables the throughput in automatic cleaningmachines to be further increased or the cleaning times to be shortenend.The synergistic effect in the reduction of foaming, which is obtainedwith the very specific relative proportions of the components to beused, was not to be foreseen, all the more so as no effects or negativeresults ccurred with other mixing ratios.

The present invention will be further described with reference to thefollowing specific examples which are not to be deemed limitative.

Example 1 In a commercial bottle cleaning plant with an alkaline zone,the hourly output of which amounts to 8000 bottles, and a temperature of65 C., milk bottles were cleaned with a bottle cleaning mixture havingthe following composition on a dry basis:

% sodium hydroxide 10% sodium tripolyphosphate 2% sodium silicate (molarratio Na 0:Si0g=3.35)

3% anti-foaming mixture comprising (a) reaction product ofethylenediamine with 30 mols of ethylene oxide and 60 mols of propyleneoxide and (b) reaction product of oleyl alcohol with 2 mols of ethyleneoxide, in the .proportions of 9:1.

The concentration of the cleaning solution was 1%. There was a goodcleaning action and no development of foam.

Examples 2 In a bottle cleaning machine with 2 immersion baths and anhourly output of 10,000 units, beer and lemonade bottles were cleaned ata treatment temperature of 70 C. The bottle cleaning mixture had thefollowing compositions on a dry basis:

40% finely powdered sodium hydroxide 20% sodium tripolyphosphate 35%sodium sulfate 5% anti-foaming agent mixture comprising (a) reactionproduct of ethylenediamine with 30 mols of ethylene oxide and 60 mols ofpropylene oxide and (b) reaction product of oleyl alcohol with 2 mols ofethylene oxide, in the relative proportions of 5 1.

The bottles were provided with paper labels, which usually lead tostrong foaming in the plant. When a concentration of 1.5% of theabove-mentioned bottle cleaning composition was used, the plant operatedfor over a week without any tiresome development of foam.

Example 3 In a bottle cleaning plant with 3 separate alkaline baths andan hourly output of 24,000 units, wine bottles were cleaned at atemperature of 65 C. A 1% sodium hydroxide solution was used as acleaning solution, to which was added 1.5 kg. of a cleaning agentconcentrate per cubic meter with the following composition:

80% polymer phosphate (sodium salt) 20% anti-foaming agent mixturecomprising (a) reaction product of ethylenediamine with 30 mols ofethylene oxide and 60 mols of propylene oxide and (b) reaction productof oleyl alcohol with 2 mols of ethylene oxide, in the ratio of 18:1.

The cleaning was satisfactory with only a small development of foam.

Example 4 For the preparation of a degreasing bath for steel parts ametal cleaning mixture of the following composition, on the dry basis,was used:

75% sodium hydroxide 19% trisodium phosphate 3 sodium tripolyphosphate2% dodecylbenzenesulfonate (Na salt) 1% anti-foaming agent mixturecomprising (a) reaction product of ethylenediamine with 30 mols ofethylene oxide and 60 mols of propylene oxide and (b) stearyl alcohol,in the ratio of 1 :5.

The bath concentration was 5% and the treatment temperature 80 C. Thevery greasy steel parts were cleaned in 15 seconds. In spite of the highcontent of stronglyfoaming fatty impurities introduced, no developmentof foam occurred.

Example 5 Machine finished parts were treated in a one-chamber sprayingapparatus with a neutral liquid cleaning mixture of the followingcomposition:

15% dodecylbenzenesulfonate (Na salt) 5% reaction product of nonylphenol with 9 mols of ethylene oxide and 5 mols of propylene oxide 10%anti-foaming agent mixture comprising (a) reaction product ofethylenediamine with 52 mols of propylene oxide and 8 mols of ethyleneoxide and (b) dodecyl alcohol, in the relative proportions of 1:5. 70%water The concentration of the cleaning composition used was 1% and thespraying temperature was 40 C. In spite of the spray pressure of 1.5atm., no objectionable foam development resulted. Example 6 For thecleaning of work clothes in a commercial washmg machine, a cleaningmixture of the following composition was used:

30% sodium tripolyphosphatc 15% sodium perborate 10% sodium silicate(molar ratio Na O:SiO =3.3)

10% dodecylbenzenesulfonate (Na salt) 25 sodium sulfate 10% anti-foamingagent mixture comprising (a) reaction product of ethylenediamine with 46mols of ethylene oxide and 131 mols of propylene oxide and (b) reactionproduct of oleyl alcohol with 2 mols of ethylene oxide, in the ratio of5:1.

The concentration of the cleaning composition used was 0.5%. Asatisfactory cleaning result could be obtained in the washing machinewithout any troublesome development of foam.

Example 7 In order to test the anti-foaming action, test solutions wereprepared which contained diiferent amounts (given in p.p.m.) oftetrapropylenebenzenesulfonate in the form of the triethanolamine saltas the foam-producing agent tested.

The churning apparatus according to DIN 53903 was used as the testapparatus. In the following tables the results of the tests are given incc. of foam which were obtained under the difierent conditions with theantifoaming compositions indicated in each case. In the left hand columnthe amount of foamer tested is noted, then the foam numbers withoutanti-foaming composition and after that the results with addition of theanti-foaming composition alone and in various mixing proportions (givenin p.p.m.). The individual components are denoted by I and II andcorrespond to the data at the top of the table. The notations E0 forethylene oxide and PO for propylene oxide were used as previouslydefined. Ocenol is a commercial oleyl alcohol.

TABLE 1 Ethylenedlamlne 30 mol E0 mol PO (I) /ocenol 2 mol E0 (II), testtemperature 0.

Volume of foam (ml.)

Without antifoaming composition or mixture 250 p.p.m. 200 p.p.m. 150p.p.m. 100 p.p.m: Test foamer of such 300 I; 50 I; 100 I; 150 I; 200 300(p.p.m.) compositions p.p.m. I p.p.m. II p.p.m. II p.p.m. II p.p.m. II pp.111. II

TABLE 2 Ethylenediamine 30 mol E0 60 mol P0 (DIIatty alcohol 012 (II),test temperature 65 0.

Volume of loam (ml.)

Without antiioaming composition or mixture 250 p.p.m. 200 p.p.m. 150p.p.m. p.p.m. Test foamer of such 300 I; 50 I; 100 I; 150 I; 200 300(p.p.m.) compositions p pm. I p.p.m. II p.p.m. II p.p.m. II p.p.m. IIp.p.m. II

TABLE 3 Ethylenedlamine 30 mol E 60 21101 6P5? gflfatty alcohol Cm (II),test temperaura Volume of foam (ml.)

Without cntlfoaming composition or mixtures 250 p.p.m. 200 p.p.m. 50p.p.m.

of such 300 I; 50 I; 100 I; 250 300 compositions p.p.m. I p.p.m. IIp.p.m. II p.p.m. II p.p.m. II

TABLE 4 Ethylenediamiue mol E0 60 mol PO (I)/fatty alcohol C'is (II),test temperature 65 (J.

Volume of Ioam (ml.)

Without antifoaming composition or mixture 250 p.p.m. 200 ppm. 100p.p.m. 5O p.p.m. Test foamer of such 300 I; I; 100 I; 200 I; 250 300(p.p.m.) compositions p.p.m. I ppm. II ppm. 11 p.p.m. II p.p.m. IIp.p.m. II

TABLE 5 Ethylencdiamiue 52 11101 PO 8 mol E0 (1)/ocenol 2 mol E0 (11),test temperature 0.

Volume of foam (ml.)

Without antitoaming composition or mixture 250 p.p.m. 200 p.p.m. 100ppm. 60 p.p. Test ioamer of such 300 I; 50 I; 100 I; 200 I; 250 300(p.p.m.) compositions p.p.m. I p.p.m. II p.p.m II p.p.m. II ppm. IIp.p.m. II

TABLE 6 Ethylenediamino 52 moi P0 8 mol E0 (Dlfatty alcohol C (II), testtemperature 65 0.

Volume of foam (1111.)

Without entifoaming composition or mixture 200 p.p.m. 150 p.p.m. 100p.p.m. 50 p.p.m. Test foamer of such 300 I; 100 I; 150 I; 200 I; 250 300(p.p.m.) compositions p.p.m. I p.p.m. II p.p.m. II p.p.m. II p.p.m. IIppm. II

TABLE 7 Ethylenediamine 46 mol E0 131 mol Pgfi flglocenol 2mol E0 (II),test temperature Volume of foam (mL) Without autifoaming composition ormixture 250 p.p.m. 50 ppm.

of such 300 I; 250 300 Test Ioamer (p.p.pm) compositions p.p.m. I p.p.m.II p.p.m.I1 p.p.m. II

TABLE 8 Ethylenediamine 52 mol PO 18 mol E (D/ocenol 2 mol E0 (II), testtemperature 65 0.

Volume of foam (mL) Without autiioaming composition or mixture 250p.p.m. 200 ppm. 100 ppm. 50 ppm. Test foamer of such I; 50 I; 100 I; 200I; 250 3 (p.p.m.) compositions p.p.m. I p.p.m. II ppm. II p.p.m. IIp.p.m. II p.p.m. II

The preceding specific embodiments are illustrative of the practice ofthe invention. It is to be understood, however, that other expedientsknown to those skilled in the art may be employed without departing fromthe spirit of the invention or the scope of the appended claims.

We claim:

1. A synergistic anti-foaming composition consisting of a mixture of (a)an oxyalkylation reaction product of ethylenediamine with ethylene oxideand propylene oxide in any sequence, where, when the ethylene oxide isreacted first, the ethylene oxide: propylene oxide ratio is from 1:2 to1:4 and when propylene oxide is reacted first, the propyleneoxide:ethylene oxide ratio is from 3:1 to 6.5 :1, said oxyalkylationreaction product having a turbidity point of from 15 C. to 32 C., and(b) a water-insoluble fatty component having the formula wherein R is afatty radical having 12 to 18 carbon atoms selected from the groupconsisting of alkyl, alkenyl and alkadienyl and n is an integer from 0to 2; said components (a) and (b) being present in a proportion byweight of :1 to 20:1.

2. The composition of claim 1 wherein component (a) is the reactionproduct of ethylenediamine with about 30 mols of ethylene oxide andabout 60 mols of propylene oxide and component (b) is the reactionproduct of oleyl alcohol with 2 mols of ethylene oxide.

3. The composition of claim 1 having from 5 to 18 parts by weight of thereaction product of ethylenediamine with about 30 mols of ethylene oxideand about 60 mols of propylene oxide as component (a) and 1 part byweight of the reaction product of oleyl alcohol with 2 mols of ethyleneoxide as component (b).

4. An aqueous cleaning composition containing customary washingingredients selected from the group consisting of anionic sulfatewetting agents, anionic sulfonate wetting agents, non-ionic wettingagents, builders and complex-formers, and caustic alkalis and from 0.1to 1 gm. per liter of a synergistic anti-foaming composition consistingof a mixture of (a) an oxyalkylation reaction product of ethylenediaminewith ethylene oxide and propylene oxide in any sequence, where, whenethylene oxide is reacted first, the ethylene oxide:propylene oxideratio is from 1:2 to 1:4 and when propylene oxide is reacted first, thepropylene oxide:ethylene oxide ratio is from 3:1 to 6.5 :1, saidoxyalkylation reaction product having a turbidity point of from C. to 32C., and (b) a fatty component having the formula wherein R is a fattyradical having 12 to 18 carbon atoms selected from the group consistingof alkyl, alkenyl and alkadienyl and n is an integer from 0 to 2; saidcomponents (a) and (b) being present in a proportion by weight of 5:1 to:1.

5. The aqueous cleaning composition of claim 4 wherein component (a) isthe reaction product of ethylenediamine with about mols of ethyleneoxide and about 60 mols of propylene oxide and component (b) is thereaction product of oleyl alcohol with 2 mols of ethylene oxide.

6. The aqueous cleaning composition of claim 4 wherein said anti-foamingcomposition contains from 5 to 18 parts by weight of the reactionproduct of ethylenediamine with about 30 mols of ethylene oxide andabout 60 mols of propylene oxide as component (a) and 1 part by weightof the reaction product of oleyl alcohol with 2 mols of ethylene oxideas component (b).

7. A synergistic anti-foaming composition consisting of a mixture of (a)an oxyalkylation reaction product of ethylene diamine with about 30'mols of ethylene oxide and about 60 mols of propylene oxide, having aturbidity point of from 20 C. to 30 C., and (b) a fatty component havingthe formula wherein R is a fatty radical having 12 to 18 carbon atomsselected from the group consisting of alkyl, alkenyl and alkadienyl andn is an integer from 0 to 2; said components (a) and (b) being presentin a proportion 1:5 to 1:20.

8. A synergistic anti-foaming composition consisting of a mixture of (a)an oxyalkylation reaction product of ethylenediamine with ethylene oxideand propylene oxide in any sequence, where, when ethylene oxide isreacted first, the ethylene oxide:propylene oxide ratio is from 1:2 to1:4 and when propylene oxide is reacted first, the propyleneoxide:ethylene oxide ratio is from 3:1 to 65:], said oxyalkylationreaction product having a turbidity point of from 15 C. to 32 C., and(b) a water-insoluble fatty component having the formula wherein R is afatty radical having 12 to 18 carbon atoms selected from the groupconsisting of alkyl, alkenyl and alkadienyl and n is an integer from 0to 2 said components (a) and (b) being present in a proportion by weightof 1:5 to 1:20.

9. The composition of claim 8 wherein component (a) is the reactionproduct of ethylenediamine with about 30 mols of ethylene oxide andabout 60 mols of propylene oxide and in components (b), n is 0 and saidcomponents (a) and (b) are present in a proportion of 1:5 to 1:18.

10. An aqueous cleaning composition containing customary washingingredients selected from the group consisting of anionic sulfatewetting agents, anionic sulfonate wetting agents, non-ionic wettingagents, builders and complexformers, and caustic alkalis and from 0.1 to1 gm. per liter of a synergistic anti-foaming composition consisting ofa mixture of (a) an oxyalkylation reaction product of ethylenediaminewith ethylene oxide and propylene oxide in any sequence, where, whenethylene oxide is reacted first, the ethylene oxide:propylene oxideratio is from 1:2 to 1:4 and when propylene oxide is reacted first, thepropylene oxide:ethylene oxide ratio is from 3:1 to 6.5 :1, saidoxyalkylation reaction product 11 12 having a turbidity of from 15 to 32C., and (b) a fatty 3,356,613 12/1967 Gedge 252-137 component having theformula 3,382,176 5/1968 Jakobi et a1. 252-89 c 3,463,737 8/1969 Kasperlet a] 252-153 R 3,557,003 1/1971 Morris et a1. 252-90 wherein R 1s afatty radical having 12 to 18 carbon atoms 5 selected from the groupconsisting of aikyl, alkenyl and FOREIGN PATENTS alkadienyl and n. is aninteger from 0 to 2; said compo- 830 875 3/1960, Great Britain nents (a)and (b) being present in a proportion of 1:5 to 1120- MAYER WEINBLA'IT,Primary Examiner References Cited 10 UNITED STATES PATENTS 2,867,5851/1959 Vitale 252-135 1 252-89, 321, 358, 357, 525, Dig. 14

3,312,626 4/1967 Hooker 252-152

